A Facile Route to Water-Soluble Coronenes and Benzo[ghi]perylenes

作者:Schmidt Cordula D; Lang Nina; Jux Norbert; Hirsch Andreas*
来源:Chemistry - A European Journal, 2011, 17(19): 5289-5299.
DOI:10.1002/chem.201003232

摘要

Click reactions at the bay-position of perylenes and a new route to benzo[ghi]perylenes and coronenes are presented. Irradiation with light leads to an electrocyclic reaction of the newly formed triazole ring(s) with the neighbouring bay-positions of the perylene core and after oxidation by air, the benzo[ghi]perylenes and coronenes are obtained. By using Newkome dendrimers as substituents for perylene diimides (PDIs), water solubility can be achieved after removal of the tert-butyl protecting groups. The aggregation and optical properties of the bay-functionalised PDIs, benzo[ghi]perylenes and coronenes are investigated by absorption and fluorescence spectroscopy.

  • 出版日期2011-5